Kaupo Trail, Hawaii

Trail is not 4.4 mile and the hike is difficult. Says Matt

The total elevation difference for Kaupo Trail is 6,387 feet which is a higher than average number. This great outdoors hiking trail has only one trailhead, so you'll be backcountry trekking it in and back out. Kaupo Trail goes through some very different elevations, and that means that some parts of the backcountry hiking trail could be very different from other parts of it. Now, this is roughly a 1.5-day backcountry hike, so make sure you've got all your overnight gear packed. Kaupo Trail is 11.2 miles long; it's considered a longer backcountry hike. Now this backpacking and hiking trail is pretty long, so don't forget to pack enough supplies.